(2-Butylbenzofuran-3-yl)(4-hydroxy-3-iodophenyl)methanone

Base Information

• Chemical Name: (2-Butylbenzofuran-3-yl)(4-hydroxy-3-iodophenyl)methanone
• CAS No.: 147030-50-0
• Molecular Formula: C₁₉H₁₇IO₃
• Molecular Weight: 420.247
• European Community (EC) Number: 642-238-3
• UNII: 378VH98MB8
• DSSTox Substance ID: DTXSID20163580
• Nikkaji Number: J624.194H
• Wikidata: Q27256659
• Mol file: 147030-50-0.mol

Synonyms:147030-50-0;(2-Butylbenzofuran-3-yl)(4-hydroxy-3-iodophenyl)methanone;L-6424;L 6424;De(diethylaminoethyl-5-iodo) Amiodarone;Methanone, (2-butyl-3-benzofuranyl)(4-hydroxy-3-iodophenyl)-;378VH98MB8;UNII-378VH98MB8;Amiodarone Hydrochloride Imp. F (EP);Amiodarone Imp. F (EP);Amiodarone Hydrochloride Impurity F;Amiodarone Impurity F;Amiodarone hydrochloride impurity F [EP];SCHEMBL3223737;BDBM18963;DTXSID20163580;AKOS027422463;HY-120358;CS-0077690;L6424;Q27256659;4-[(2-butyl-1-benzofuran-3-yl)carbonyl]-2-iodophenol;AMIODARONE HYDROCHLORIDE IMPURITY F [EP IMPURITY];(2-butyl-1-benzofuran-3-yl)(4-hydroxy-3-iodophenyl)methanone;(2-butyl-1-benzofuran-3-yl)-(4-hydroxy-3-iodophenyl)methanone

Chemical Property of (2-Butylbenzofuran-3-yl)(4-hydroxy-3-iodophenyl)methanone

Chemical Property:

• PSA: 50.44000
• LogP: 5.31660
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 420.02224
• Heavy Atom Count: 23
• Complexity: 413

Purity/Quality:

98%min ^*data from raw suppliers

De(diethylaminoethyl-5-iodo)Amiodarone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCC1=C(C2=CC=CC=C2O1)C(=O)C3=CC(=C(C=C3)O)I
• Uses: De(diethylaminoethyl-5-iodo) Amiodarone (Amiodarone EP Impurity F) is an intermediate of Amiodarone (A632950), a non-selective ion channel blocker and an antiarrhythmic (class III). An intermediate of Amiodarone (A632950).

Technology Process of (2-Butylbenzofuran-3-yl)(4-hydroxy-3-iodophenyl)methanone

There total 3 articles about (2-Butylbenzofuran-3-yl)(4-hydroxy-3-iodophenyl)methanone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 25.0%

2-n-Butyl-3-(4-hydroxy-benzoyl)-benzofuran (52490-15-0) → 2-n-butyl-3-(3-iodo-4-hydroxybenzoyl)-benzofuran (147030-50-0) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4)

Guidance literature:

With potassium hydroxide; sodium hypochlorite; sodium iodide; In methanol; at -5 ℃; for 4h;

DOI:10.1016/j.bmcl.2008.08.013

Reference yield:

2-n-Butyl-3-(4-hydroxy-benzoyl)-benzofuran (52490-15-0) → 2-n-butyl-3-(3-iodo-4-hydroxybenzoyl)-benzofuran (147030-50-0)

Guidance literature:

With iodine; iodic acid; In acetic acid;

DOI:10.1007/s002280050701

Reference yield:

Amiodarone (1951-25-3) → desethylamiodarone (83409-32-9) + 2-n-butyl-3-(3-iodo-4-hydroxybenzoyl)-benzofuran (147030-50-0) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) + Desethyl-deiodo-amiodarone

Guidance literature:

In water; for 2h; Kinetics; Irradiation;

DOI:10.1016/j.chemosphere.2021.133420

upstream raw materials:

2-n-Butyl-3-(4-hydroxy-benzoyl)-benzofuran

Amiodarone

Downstream raw materials:

Deiodoamiodarone

Refernces

• 1、 Skibiński, Robert,Trawiński, Jakub. "Comparative analysis of in vivo and in silico toxicity evaluation of the organoiodine compounds towards D. magna using multivariate chemometric approach: A study on the example of amiodarone phototransformation products". . . Retrieved 2022/01/06.